Holiday rentals in Woodside

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Top-rated holiday rentals in Woodside

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Top guest favourite
A lush green lawn is highlighted, dotted with trees and shrubs. In the distance, a treehouse structure and a pavilion are visible, surrounded by nature. A small garden area with diverse foliage is positioned in the foreground, contributing to the serene outdoor setting.
Treehouse in Bunker
4.96 out of 5 average rating, 165 reviews

Almost Heaven Treehouse

Featured in St Louis Magazine Spring 2022! Previously Parade Magazine and Only in Missouri! Nestled on the banks of Big Creek in the heart of the Missouri Ozarks and the Roger Pryor Pioneer Back Country, sits the Almost Heaven Treehouse. This quaint and rustic space is a must visit for those who love the great outdoors. Whether you want to relax in the creek, swim, hike, fish, paddle float,or ride atvs or s x s, this is the place for you!! This cabin is located 6 miles off pavement.

Superhost
Cabin in Falling Spring Township
4.69 out of 5 average rating, 16 reviews

Paradise Wellness (OHC)

Ever wanted to stay in the middle of the Mark Twain National Forest area. Located near Eleven Point River, the Paradise Wellness is the perfect get away for rest. Tired of all the vibrations in the city? Come enjoy the birds singing and super starry nights with no light pollution skies. Relax down by the creek under the shade trees and enjoy nature to the fullest. Lay out on the deck and soak up some sun or go down to the creek where the locals like to hang out, it's a 8 minute walk Hot Tub

Guest favourite
A cozy sleeping area features a wooden headboard above a comfortably made bed with patterned bedding. Two small windows allow natural light to fill the room, while textured wall paneling adds warmth. A television is mounted on the wall for entertainment.
Cabin in Alton
4.91 out of 5 average rating, 66 reviews

Cozy Cabin by the creek

This Cozy little Cabin is located in Oregon County with it's beauty and Serenity offer a retreat for your mind and soul. Escape to Oregon County and discover our Natural Beauty. Our outdoor recreation will make your trip an adventure, but our down home hospitality will make it a vacation. We are close to shopping and restaurants and the beautiful Mark Twain National Forest, 11 Point National Senic Riverways, The Irish Wilderness, Grand Gulf State Park and several more beautiful destinations.

Guest favourite
Cabin in Cherokee Village
4.98 out of 5 average rating, 307 reviews

Hillside Haven secluded vintage cabin with hot tub

Enjoy the treehouse feel of this little 1966 cabin with summer shade and winter panoramic view of the bluffs. Couples will value the peaceful wooded location. Two Queen bedrooms and a Queen sofabed will accommodate up to 6. Grill and dine on the decks, soak in the hot tub on the private tin-roofed porch or roast marshmallows over the back yard fire pit. Close to South Fork and Spring rivers, golf courses, lakes, and historic Hardy town. Shop, float, fish, hike, golf, and explore the Ozarks!

Top guest favourite
Guest house in Mountain View
5 out of 5 average rating, 24 reviews

New! Guest house on our farm. No cleaning fee!

Guest favorite! Whether you need a place to just relax and enjoy nature, or a place to rest while driving through. Come paddle, ride, hike, hunt. Fully stocked kitchen with stove,coffee pot, microwave, refrigerator, and toaster oven. Pans dishes etc. Pet friendly. Room for large trailers. Two large RV pads. No hook ups at this time but in a pinch, we can accommodate for water and power if needed.. Go to sleep to the sounds of frogs and crickets, wake up to birds. Peaceful and private.

Top guest favourite
The living area features hardwood flooring and a cozy seating arrangement with two dark leather sofas. A wooden coffee table is centered on a decorative area rug, while a flat-screen TV is mounted on the wall above a faux fireplace. A welcoming atmosphere is conveyed.
Home in West Plains
4.96 out of 5 average rating, 254 reviews

Heart of the Ozarks Home Sweet Home

Complete house with three bedrooms, 1 and 1/2 baths, kitchen complete with cooking and eating utensils, coffee maker, toaster and microwave. Refrigerator with ice maker, dishwasher and office/work area in seperate room. Wifi and flat screen tv. washer and dryer. 1 block from high school. 1 mile from civic center and down town. 1.5 mile to MSU. Close to Conservation dept. & several manufacturing facilities. Quite neighborhood with off street parking.

Top guest favourite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.98 out of 5 average rating, 137 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Top guest favourite
A wooden bench is positioned near the riverbank, adorned with vibrant flower pots and a decorative pillow featuring a bird design. The calm water of the Jacks Fork river is visible, framed by trees in early foliage.
Cabin in Mountain View
4.95 out of 5 average rating, 212 reviews

#ContemplationCabin on the Jacks Fork River!

This is a cozy riverfront cabin which is 1 of 2 separate cabins located on 25 acres near the "Barn Hollow Natural Area" just 8 miles outside Mountain View Missouri. While looking out over the Jacks Fork river from the cabin you can hear the soothing sound of the river flowing. The river access for swimming, crackling wood burning stove, and hot tub are just some of the many things about this cabin that you are sure to love!

Top guest favourite
Farm stay in Alton
4.95 out of 5 average rating, 139 reviews

Big Pine Farm Studio Apartment

Enjoy a peaceful stay in our cozy studio apartment on a 160-acre working farm. The apartment, attached to our garage, features a queen bed, bunk beds, and a cot. Relax by the fire pit, explore open space for walking or running, and meet our cows, goats, chickens, guineas, and dogs. Wildlife is abundant. Located just 2 miles from town and 10 miles from the Eleven Point River. No smoking. Non-shedding pets welcome.

Top guest favourite
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 185 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying. **70.00 A Night**NO CLEANING FEE!!

Top guest favourite
A large, double slipper clawfoot tub is positioned against a backdrop of rustic wooden walls. A stylish mirror reflects the room, while a small chair sits nearby. A modern electric fireplace adds a touch of warmth, and soft lighting illuminates the space.
Home in Birch Tree
5 out of 5 average rating, 126 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Top guest favourite
Home in Birch Tree
5 out of 5 average rating, 12 reviews

CountryComfortRetreat

Relax with the whole family at this peaceful country getaway! Spend your evenings unwinding while watching all kinds of wildlife right from your doorstep after a full day of adventure and river fun. The spacious yard is perfect for kids to run, play, and burn off all that extra energy! If you love the outdoors, this is the perfect place for you.

Popular amenities for Woodside holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Oregon County
  5. Woodside